ethyl α-methyl-β-oxocyclopentanepropanoate | 71911-67-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: ethyl α-methyl-β-oxocyclopentanepropanoate
• 英文别名: ethyl 3-cyclopentyl-2-methyl-3-oxopropanoate
• CAS: 71911-67-6
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: UDCWGDRTDQTYCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  、 ethyl α-methyl-β-oxocyclopentanepropanoate 在 caesium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 C₁₉H₂₄ClN₃O₄S
  参考文献：
  名称：

  2-Aminopyrimidin-4(1H)-one as the novel bioisostere of urea: Discovery of novel and potent CXCR2 antagonists

  摘要：

  2-Aminopyrimidin-4(1H)-one was proposed as the novel bioisostere of urea. Bioisosteric replacement of the reported urea series of the CXCR2 antagonists with 2-aminopyrimidin-4(1H)-ones led to the discovery of the novel and potent CXCR2 antagonist 3e. 2-Aminopyrimidin-4(1H)-one derivative 3e demonstrated a good developability profile (reasonable solubility and high permeability) and superior chemical stability especially in simulated gastric fluid (SGF) compared with ureas. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.003
• 作为产物：
  描述：

  6-[1,1-bis(ethoxycarbonyl)ethyl]bicyclo[3.1.0]hexan-6-ol 在 sodium hydroxide 作用下， 反应 20.0h， 生成 ethyl α-methyl-β-oxocyclopentanepropanoate
  参考文献：
  名称：

  Malonate anion induced Favorskii-type rearrangement. Reaction of cyclic .alpha.-halo ketones with sodiomalonates

  摘要：

  DOI：

  10.1021/jo01289a011

文献信息

• 2-Aminopyrimidin-4(1H)-one as the novel bioisostere of urea: Discovery of novel and potent CXCR2 antagonists
  作者：Hongfu Lu、Ting Yang、Zhongmiao Xu、Paul B. Wren、Yueting Zhang、Xin Cai、Metul Patel、Kelly Dong、Qing Zhang、Wei Zhang、Xiaoming Guan、Jianing Xiang、John D. Elliott、Xichen Lin、Feng Ren

  DOI：10.1016/j.bmcl.2014.10.003

  日期：2014.12

  2-Aminopyrimidin-4(1H)-one was proposed as the novel bioisostere of urea. Bioisosteric replacement of the reported urea series of the CXCR2 antagonists with 2-aminopyrimidin-4(1H)-ones led to the discovery of the novel and potent CXCR2 antagonist 3e. 2-Aminopyrimidin-4(1H)-one derivative 3e demonstrated a good developability profile (reasonable solubility and high permeability) and superior chemical stability especially in simulated gastric fluid (SGF) compared with ureas. (C) 2014 Elsevier Ltd. All rights reserved.
• Malonate anion induced Favorskii-type rearrangement. Reaction of cyclic .alpha.-halo ketones with sodiomalonates
  作者：Takashi Sakai、Eiichiro Amano、Akifumi Kawabata、Akira Takeda

  DOI：10.1021/jo01289a011

  日期：1980.1